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Merck
CN

C1493

Cilnidipine

≥98% (HPLC), powder

Synonym(s):

1,4-Dihydro-2,6-dimethyl-4-(3-nitrophenyl)-3,5-pyridinedicarboxylic acid 2-methoxyethyl (2E)-3-phenyl-2-propenyl ester, FRC 8653

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About This Item

Empirical Formula (Hill Notation):
C27H28N2O7
CAS Number:
132203-70-4
Molecular Weight:
492.52
NACRES:
NA.77
PubChem Substance ID:
24892414
UNSPSC Code:
12352200
MDL number:
MFCD00865853

Key Documents

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InChI key

KJEBULYHNRNJTE-DHZHZOJOSA-N

SMILES string

COCCOC(=O)C1=C(C)NC(C)=C(C1c2cccc(c2)[N+]([O-])=O)C(=O)OC\C=C\c3ccccc3

InChI

1S/C27H28N2O7/c1-18-23(26(30)35-14-8-11-20-9-5-4-6-10-20)25(21-12-7-13-22(17-21)29(32)33)24(19(2)28-18)27(31)36-16-15-34-3/h4-13,17,25,28H,14-16H2,1-3H3/b11-8+

assay

≥98% (HPLC)

form

powder

storage condition

protect from light

color

light yellow

solubility

H2O: ≤2 mg/mL, DMSO: ≥20 mg/mL

Quality Level

100

Related Categories

Application

Cilnidipine has been used:
  • in cell viability assay of pheochromocytoma (nPC12) cells
  • in photoirradiation and photodegradation studies
  • to understand effect on albuminuria in diabetic nephropathy

Biochem/physiol Actions

A slow-acting Ca2+ channel blocker, antihypertensive; vasodilator.
Cilnidipine is a slow-acting Ca2+ channel blocker; antihypertensive; vasodilator; dual blocker of L-type voltage-gated Ca2+ channels in vascular smooth muscle and N-type Ca2+ channels in sympathetic nerve terminals that supply blood vessels. Cilnidipine may offer an advantage over nifedipine as the long term intake of the latter has been linked to increased risk of myocardial infarction and mortality in patients with coronary artery disease. Cilnidipine lowers blood pressure, but has less effect on sympathetic activity. Unlike nifedipine, cilnidipine does not inhibit PKC.

Features and Benefits

This compound is featured on the Calcium Channels page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

Packaging

Protect from high temperatures.

pictograms

Corrosion
GHS05

signalword

Danger

hcodes

H318

Hazard Classifications

Eye Dam. 1

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
0000521145
0000521147
0000521147
0000521145
0000518100

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Akira Takahara
Cardiovascular therapeutics, 27(2), 124-139 (2009-05-12)
Cilnidipine is a unique Ca(2+) channel blocker with an inhibitory action on the sympathetic N-type Ca(2+) channels, which is used for patients with hypertension in Japan. Cilnidipine has been clarified to exert antisympathetic actions in various examinations from cell to
Shizuka Aritomi et al.
American journal of nephrology, 33(2), 168-175 (2011-02-05)
Interrupting the renin-angiotensin system (RAS) with an angiotensin II receptor blocker (ARB) has been found to induce RAS overactivation. In this study, we investigated the effect of 2 calcium channel blockers (CCBs), cilnidipine (L-/N-type CCB) and amlodipine (L-type CCB), on
Naresh Kumar et al.
Physiology & behavior, 105(5), 1148-1155 (2012-01-03)
The present study was designed to investigate the ameliorative role of cilnidipine and nimodipine in immobilization stress-induced behavioral alterations and memory defects in the mice. Acute stress was induced by immobilizing the mice for 150 min and stress-induced behavioral changes
Hiroaki Matsuoka et al.
Clinical and experimental hypertension (New York, N.Y. : 1993), 33(7), 455-462 (2011-06-09)
Recently, it has been demonstrated that L-/N-type calcium channel blockers (CCBs), cilnidipine, but not L-type CCB, decreased urinary protein in renin-angiotensin system (RAS), inhibitor-treated hypertensive patients with macroproteinuria. However, the antiproteinuric effect of cilnidipine was weaker in diabetic patients than
Combination Irbesartan/Amlodipine versus Irbesartan/Cilnidipine for Attenuation of Albuminuria in Rats with Streptozotocin-Induced Diabetic Nephropathy
Satoh M, et al.
Pharmaceutica Analytica Acta, 6(369), 2-2 (2015)
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